Enalaprilat Dihydrate

Names

[ Name ]:
Enalaprilat Dihydrate

[Synonym ]:
MFCD00941393
ENALAPRILAT DIHYDRATE
2-[N-(1-Carboxy-3-phenylpropyl)alanyl]-1-pyrrolidinecarboxylic acid dihydrate
EINECS 278-459-3
1-Pyrrolidinecarboxylic acid, 2-[2-[(1-carboxy-3-phenylpropyl)amino]-1-oxopropyl]-, hydrate (1:2)

Biological Activity

[Description]:

Enalaprilat is an angiotensin-converting enzyme (ACE) inhibitor with IC50 of 1.94 nM.Target: ACEEnalaprilat has high affinity for human endothelial ACE with IC50 of 1.94 nM in vitro binding assay by displacing a saturating concentration of [125I]351A, a radiolabeled lisinopril analogue from ACE binding sites, and shows bradykinin/angiotensin I selectivity ratio of 1.00 calculated from double displacement experiments [1]. Enalaprilat attenuates the IGF-I induced neonatal rat cardiac fibroblast growth (30% reduction) in a concentration-dependent fashion, with IC50 of 90 mM [2].Administration of Enalaprilat induces a significant reduction of MAP at 70 minutes compared with the placebo group during haemorrhagic shock in rats, and results in a 50% reduction of CO, a general tendency of EB extravasation which is significant in the kidney and lungs, and a significant increase in ileal EB extravasation (53%) [3].

[Related Catalog]:

Signaling Pathways >> Metabolic Enzyme/Protease >> Angiotensin-converting Enzyme (ACE)

Signaling Pathways >> Autophagy >> Autophagy

Research Areas >> Cardiovascular Disease

[References]

[1]. Ceconi, C., et al., Angiotensin-converting enzyme (ACE) inhibitors have different selectivity for bradykinin binding sites of human somatic ACE. Eur J Pharmacol, 2007. 577(1-3): p. 1-6.

[2]. van Eickels, M., H. Vetter, and C. Grohe, Angiotensin-converting enzyme (ACE) inhibition attenuates insulin-like growth factor-I (IGF-I) induced cardiac fibroblast proliferation. Br J Pharmacol, 2000. 131(8): p. 1592-6.

[3]. Schumacher, J., et al., Effects of candesartan and enalaprilat on the organ-specific microvascular permeability during haemorrhagic shock in rats. Br J Anaesth, 2006. 96(4): p. 437-43.

[Related Small Molecules]

Chemical & Physical Properties

[ Boiling Point ]:
563.5ºC at 760 mmHg

[ Melting Point ]:
211-215°C

[ Molecular Formula ]:
C₁₈H₂₈N₂O₇

[ Molecular Weight ]:
384.424

[ Flash Point ]:
294.6ºC

[ Exact Mass ]:
384.189636

[ PSA ]:
125.40000

[ LogP ]:
1.32630

[ Index of Refraction ]:
1.579

[ Storage condition ]:
-20°C Freezer

MSDS

Click to get detail MSDS

Safety Information

[ Personal Protective Equipment ]:
Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter

[ Hazard Codes ]:
Xi

[ Risk Phrases ]:
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed . R36/37/38:Irritating to eyes, respiratory system and skin .

[ Safety Phrases ]:
S22-S26-S36/37/39

[ RIDADR ]:
NONH for all modes of transport

[ RTECS ]:
TW3590600

Articles

Evaluation of a rapid method for the therapeutic drug monitoring of aliskiren, enalapril and its active metabolite in plasma and urine by UHPLC-MS/MS.

J. Chromatogr. B. Analyt. Technol. Biomed. Life Sci. 980 , 79-87, (2015)

Given the increasing popularity of aliskiren, particularly in combination with angiotensin converting enzyme inhibitor (e.g. enalapril), it is important to determine whether its use in combination wit...

Role of multidrug resistance-associated protein 4 in the basolateral efflux of hepatically derived enalaprilat.

Drug Metab. Dispos. 42(9) , 1567-74, (2014)

Hepatic uptake and efflux transporters govern the systemic and hepatic exposure of many drugs and metabolites. Enalapril is a pharmacologically inactive prodrug of enalaprilat. Following oral administ...

Enalaprilat.

Dimens. Crit. Care Nurs. 19(2) , 22, (2000)